Back to Search
Start Over
Metal-Free Nitrogen-Containing Polyheterocyclic Near-Infrared (NIR) Absorption Dyes: Synthesis, Absorption Properties, and Theoretical Calculation of Substituted 5-Methylisoindolo[2,1
- Source :
- ACS Omega, ACS Omega, Vol 4, Iss 3, Pp 5064-5075 (2019)
- Publication Year :
- 2019
-
Abstract
- We have synthesized and theoretically calculated 5-methylisoindolo[2,1-a]quinoline derivatives as novel near-infrared absorption dyes via a ruthenium-catalyzed one-pot metathesis/oxidation/1,3-dipolar cycloaddition protocol. The reactivity in 1,3-dipolar cycloaddition was governed by the electronic effect of aromatic ring substituents. Substrates with an electron-withdrawing group on the aromatic ring afforded higher yields. The maximal absorption wavelength of 3,5-dimethyl-11-phenylisoindolo[2,1-a]quinoline-7,10-dione and 11-(4-methoxyphenyl)-5-methylisoindolo[2,1-a]quinoline-7,10-dione in MeOH increased to 736 and 737 nm, although that of 3a was 727 nm.
- Subjects :
- Chemistry
General Chemical Engineering
Quinoline
chemistry.chemical_element
General Chemistry
Ring (chemistry)
Metathesis
Photochemistry
Nitrogen
Cycloaddition
Article
lcsh:Chemistry
chemistry.chemical_compound
lcsh:QD1-999
Electronic effect
Reactivity (chemistry)
Absorption (electromagnetic radiation)
Subjects
Details
- ISSN :
- 24701343
- Volume :
- 4
- Issue :
- 3
- Database :
- OpenAIRE
- Journal :
- ACS omega
- Accession number :
- edsair.doi.dedup.....a29b607a27552514e82b347fec178db4